Substituents Effect on the Erlenmeyer-Plochl Reaction: Understanding an Observed Process Reaction Time

被引：16

作者：

Chavez, Flavio ^{[1
]}

Kennedy, Nicole ^{[1
]}

Rawalpally, Thimma ^{[1
]}

Williamson, R. Thomas ^{[1
]}

Cleary, Thomas ^{[1
]}

机构：

[1] Roche Carolina Inc, PTDA FL, Florence, SC 29506 USA

来源：

ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2010年 / 14卷 / 03期

关键词：

CHLORIDE CATALYZED SYNTHESIS; AZLACTONES; ACID; DERIVATIVES; AZALACTONES; ACETATE;

D O I：

10.1021/op100032s

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A systematic study on hippuric acid substituents was performed in order to better understand the influence of stereoelectronic factors on the Erlenmeyer reaction rate. In addition, two reaction systems were evaluated: Hunig's base solvent free conditions and catalytic sodium acetate in 2-methyl-THF. The effect on reaction rate of electron withdrawing and electron donating groups are reported. Specifically, the study led to the conclusion that stereoelectronic factors have significant influence in one of our key Erlenmeyer reaction by affecting its reaction rate.

引用

页码：579 / 584

页数：6

共 30 条

[11] Ring opening with kinetic resolution of azlactones by Ti-TADDOLates [J].